Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • A61K8/8117—Homopolymers or copolymers of aromatic olefines, e.g. polystyrene; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/31—Hydrocarbons
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
  • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
  • A61K8/927—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of insects, e.g. shellac
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/42—Colour properties
  • A61K2800/43—Pigments; Dyes

Definitions

• the subject of the present invention is a composition containing at least one poly (hydroxystyrene), intended in particular for the cosmetic field. More precisely, the invention relates to a composition for caring for or making up the skin, including the lips, or keratin fibers such as eyelashes, eyebrows and hair, especially of humans.
• This composition can be in the form of mascara, eyeliner, product for lips, blush or eyeshadow, foundation, product body makeup, concealer, sunscreen composition, skin coloring, skin care product.
• Make-up or care products for the skin or the lips of human beings such as eyeliners, foundations, lipsticks, or even eyelashes like mascaras, generally contain fatty substances such as waxes and oils, pigments and / or fillers and, optionally additives as assets. These compositions are generally applied to the skin or the eyelashes in the form of a thin layer leading to the formation of a film.
• Make-up film does not always have good resistance to rubbing fingers or fabrics such as clothing, towels or handkerchiefs and disintegrates as it crumbles or spreads out.
• the crumbling of the film generates a significant loss of the intensity of the color of the makeup, thus forcing the to repeat the application of the makeup product.
• the spread of film meanwhile, a very unsightly halo around the makeup area; this is particularly the case for an eyeliner.
• these compositions also have the drawback of transferring, that is to say to deposit at least in part, leaving traces on some supports with which they can be brought into contact, and in particular a glass, cup, cigarette, clothing or skin. It follows a persistence poor applied film, requiring regular application renewal of the makeup composition. Furthermore, the appearance of unacceptable traces, especially on shirt collars, may prevent some women from using of this type of makeup.
• compositions tend to migrate into fine lines and wrinkles. skin, especially around the eyes and lips, causing an unsightly effect.
• the makeup film no longer generally exhibits good hold in the time.
• the object of the present invention is therefore to propose a composition which does not have not the above disadvantages, and leading to the formation of a film having a good performance, resistant to friction and / or sebum, does not migrate and does not not transferring.
• the Applicant has found, quite surprisingly, that the use of a poly (hydroxystyrene), in a physiologically acceptable composition, could make it possible to obtain a film of very good resistance and having good properties of no transfer.
• the film obtained is particularly well resistant to friction, for example fingers or tissue, and sebum.
• the film is also soft, flexible, shiny, non-sticky, does not migrate or transfer.
• the film also has good water resistance when bathing or showering for example, and / or tears and / or sweating.
• Poly (para-hydroxystyrene) are known in document FR-A-2476441 as an antifungal and antibacterial agent.
• the document EP-A-605951 describes also their use in a nail varnish composition comprising a poly (4-hydroxystyrene) to improve adhesion to the nail.
• Another subject of the invention is the use in a cosmetic composition, or for the manufacture of a composition for topical application of at least one poly (hydroxystyrene) possibly substituted to obtain a film of good performance and / or water resistant and / or chafing resistant and / or perspiration resistant and / or resistant to sebum and / or having non-transfer properties and / or not migrating, the composition comprising at least one fatty phase as defined previously.
• the subject of the invention is also a cosmetic make-up or treatment process. non-therapeutic of the skin and / or keratin fibers, consisting in applying on these a composition as described above.
• the invention also relates to a cosmetic process for limiting the transfer and / or migration and / or to improve resistance to friction and / or sebum of a composition, consisting in introducing into said composition a quantity effective of an optionally substituted poly (hydroxystyrene).
• the film-forming polymer used in the composition according to the invention can be a homopolymer or a copolymer of at least one hydroxystyrene monomer possibly substituted.
• poly hydroxystyrene
• the word poly (hydroxystyrene) will be used. for any polymer (homo- or co-polymer) comprising at least minus 2 hydroxystyrene units.
• the poly (hydroxystyrene) can be a poly (para-hydroxystyrene) or poly (4-hydroxystyrene), and in particular a homopolymer of para-hydroxystyrene (also called 4-hydroxystyrene). In this homopolymer, the phenyl groups are not substituted.
• At least one of poly phenyl may be substituted by one or more radicals selected from the group consisting of alkyl radicals in C 1 -C 20 alkoxyalkyl, C 1 -C 20 carboxyalkyl in C 1 -C 20 , phenyl, substituted phenyl, halogen (especially chlorine, bromine, fluorine and iodine), benzotriazole, nitro, amino.
• substituted phenyl is meant a phenyl substituted with at least one substituent chosen from the group formed by halogen radicals (chlorine, bromine, fluorine, iodine), amino, nitro, hydroxy, C 1 -C 20 alkyl, alkoxy (which means a linear or branched alkoxy having 1 to 10 carbon atoms), for example, methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec-butoxy, tert-butoxy, pentyloxy, isopentyloxy, hexyloxy, heptyloxy, octyloxy , nonyloxy and decyloxy, halogenated alkyl (which means a linear or branched alkyl having 1 to 8 carbon atoms which is substituted by at least one halogen), for example, chloromethyl, bromomethyl, fluoromethyl, iodomethyl, 2-chloro
• alkyl radical is meant a linear or branched C 1 -C 20 alkyl radical, such as for example the methyl, ethyl, propyl, isopropyl, butyl, iso-butyl, sec-butyl, tert-butyl, pentyl, isopentyl radicals, neopentyl, hexyl, heptyle, octyl, 2-ethyl hexyl, 1,1,13,3-tetramethylbutyl, nonyl, decyl, dodecyl, tetradecyl, nexadecyl, octadecyl and eicosyl.
• poly (hydroxystyrene) is also understood to mean polymers, copolymers and block polymers having aromatic units comprising hydroxy groups in their structure. These polymers may include other aromatic units not containing a hydroxy group, in particular when the poly (hydroxystyrene) comes from the copolymerization of parahydroxystyrene and styrene.
• the poly (hydroxystyrene) of the composition according to the invention can be linear or plugged in. It is also possible to use a mixture of linear poly (hydroxystyrene) and of poly (hydroxystyrene) connected.
• These polymers are known and notably described in documents US-A-5453483, US-A-5453481, US-A-5554719, US-A-5565544, EP-A-108624. Such polymers are sold under the names "PHS-E”, “PHS-8E01", “PHS-PG", “PHS-N”, “PHS-PG-L” by the company CLARIANT.
• PHS-E, PHS-8E01 and PHS-PG-L are a linear homopolymer corresponding to the formula:
• the molecular weight of PHS-E is between 8,000 and 100,000 g / mol.
• PHS-PG is a polymer corresponding to the formula:
• PHS-N is a branched polymer corresponding to the formula:
• Said poly (hydroxystyrene) may be present in the composition in a content ranging from 0.1% to 50% by weight, relative to the total weight of the composition, of preferably from 0.5% to 20% by weight, and better still from 1% to 15% by weight.
• the fatty phase of the composition according to the invention allows said styrene / acrylate copolymer to be easily incorporated into the composition.
• the fatty phase can comprise at least one fatty substance which can be liquid, pasty or solid at room temperature (25 ° C. in general).
• the fatty substance can be chosen from oils, waxes, pasty fatty substances, gums and their mixtures.
• the fatty substance may be present in the composition in a content ranging from 1% to 99.9% by weight, relative to the total weight of the composition, preferably from 10% to 90% by weight, and better still from 20% to 80% by weight.
• the fatty phase of the composition comprises at least one fatty substance liquid at room temperature.
• These compounds include in particular alcohols, aldehydes, esters and acids.
• the liquid fatty substance can be a volatile oil.
• Volatile oil means a oil capable of evaporating at room temperature from a support on which it has been applied, in other words an oil with a measurable vapor pressure at room temperature.
• volatile oils are favorable for obtaining a film with total "transfer-free" properties and good performance.
• volatile oils also facilitate the application of the composition to the skin, the mucous membranes, the integuments.
• These oils can be hydrocarbon oils, silicone oils, fluorinated oils, or mixtures thereof.
• Hydrocarbon oil means an oil containing mainly hydrogen and carbon atoms and possibly oxygen atoms, nitrogen, sulfur, phosphorus.
• Preferred volatile hydrocarbon oils suitable for the composition according to the invention are in particular hydrocarbon oils having from 8 to 16 carbon atoms, and in particular the isoalkanes in C8-C16 (or isoparaffins) and the branched esters in C8-C16 as isododecane (also called 2,2,4,4,6-pentamethylheptane), isodecane, isohexadecane, iso-hexyl neo pentanoate, and mixtures thereof.
• Other oils volatile hydrocarbons such as petroleum distillates, especially those sold under the name Shell Solt by the company SHELL, can also be used.
• volatile silicones can also be used, such as for example cyclic and volatile silicone oils, in particular those having a viscosity ⁇ 8 centistokes (8 10 -6 m 2 / s), such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane , hexadecamethylcyclohexasiloxane, volatile linear silicones such as octamethyltrisiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, decamethyltetrasiloxane, or alternatively volatile fluorinated oils such as nonafluoromethorbutane.
• cyclic and volatile silicone oils in particular those having a viscosity ⁇ 8 centistokes (8 10 -6 m 2 / s), such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane ,
• the volatile oil may be present in the composition according to the invention in a content ranging from 0% to 80% by weight (in particular from 1% to 80%), relative to the total weight of the composition, preferably from 0% to 65% by weight (in particular from 1% to 65%).
• Non-volatile silicone oils which can be used in the composition according to the invention can be oils of low viscosity such as linear polysiloxanes whose degree of polymerization is preferably from 6 to 2000 approximately.
• PDMS polydimethylsiloxanes
• phenyl dimethicones phenyl trimethicones
• polyphenylmethylsiloxanes and their mixtures.
• Non-volatile oils can be present in the composition according to the invention in a content ranging from 0% to 50% by weight (in particular 0.1 to 50%), by relative to the total weight of the composition, preferably from 0% to 20% by weight (notably 0.1% to 20%).
• the waxes can be chosen from animal waxes, origin waxes vegetable or synthetic waxes.
• the waxes capable of being used in the composition according to the invention have generally a melting point between 40 and 110 ° C and have a needle penetration ranging from 1 to 217.
• the needle penetration of waxes is determined according to French standard NF T 60-123 or American standard ASTM D 1321, at a temperature of 25 ° C. According to these standards, needle penetration is the measurement of the depth, expressed in tenths of a millimeter, at which a standard needle, weighing 2.5 g placed in a mobile assembly weighing 97.5 g and placed on the wax to be tested, for 5 seconds, enters the wax.
• waxes of animal origin there may be mentioned beeswaxes, lanolin waxes and Chinese insect waxes.
• waxes of vegetable origin mention may be made of rice waxes, Carnauba, Candellila, Ouricurry waxes, cork fiber waxes, sugar cane waxes, Japanese waxes, Sumac, cotton wax.
• waxes of mineral origin there may be mentioned paraffins, microcrystalline waxes, Montan waxes and ozokerites.
• waxes of synthetic origin it is possible to use in particular polyolefin waxes and in particular polyethylene waxes, waxes obtained by the synthesis of Fischer and Tropsch, waxy copolymers as well as their esters, silicone waxes. It is also possible to use oils of animal or vegetable hydrogenated origin which always meet the two physical characteristics mentioned above.
• oils which are obtained by catalytic hydrogenation of fatty substances composed of linear or non-C 8 -C 32 fatty chain, hydrogenated sunflower oil, hydrogenated castor oil, oil hydrogenated copra, hydrogenated jojoba oil, hydrogenated lanolin and hydrogenated palm oils.
• the waxes which can be used according to the present invention are preferably solid and rigid at a temperature below 50 ° C.
• composition according to the invention can comprise from 0% to 30% (in particular of 0.1% to 30%) by weight of wax, by weight relative to the total weight of the composition, preferably from 1% to 25% by weight.
• the composition according to the invention can also comprise at least one solvent for said poly (hydroxystyrene).
• This solvent is advantageously a polar solvent and can in particular be chosen
• the solvent may be chosen in particular from mono- C 2 -C 6 glycols, C 2 -C 8 diol monoethers C 3 -C 6 monoethers dialkylene C 4 -C 8 (the number of carbon indicated corresponding to the total number of carbon in the compound).
• solvent mention may be made of ethanol, isopropanol, propylene glycol, butylene glycol, ethoxyethanol, diethylene glycol.
• the solvent can be present in a content ranging from 0% to 50% by weight (in particular from 0.1% to 50%), relative to the total weight of the composition.
• the composition can also comprise at least one coloring material such as pulverulent compounds and / or liposoluble dyes, for example in an amount of 0.01 to 50% of the total weight of the composition.
• the pulverulent compounds can be chosen from pigments and / or nacres and / or fillers usually used in cosmetic or dermatological compositions.
• the pulverulent compounds represent from 0.1 to 25% of the total weight of the composition and better still from 1 to 20%.
• the composition can contain up to 95% by weight of pulverulent compounds.
• the pigments can be white or colored, mineral and / or organic.
• mineral pigments titanium dioxide, optionally treated in surface, zirconium or cerium oxides, as well as iron or chromium, manganese violet, ultramarine blue, chromium hydrate and blue ferric.
• organic pigments mention may be made of carbon black, pigments type D & C, and lacquers based on cochineal carmine, barium, strontium, calcium, aluminum.
• the pearlescent pigments can be chosen from white pearlescent pigments such as than mica coated with titanium, or bismuth oxychloride, pearlescent pigments colored such as titanium mica with iron oxides, titanium mica with in particular ferric blue or chromium oxide, titanium mica with an organic pigment of the aforementioned type as well as pearlescent pigments based on oxychloride of bismuth.
• the fillers can be chosen from those well known to those skilled in the art and commonly used in cosmetic compositions.
• the composition may also comprise one or more active agents, in particular cosmetic or dermatological active agents, such as moisturizing agents, vitamins, essential fatty acids, proteins, ceramides, sun filters, anti-free radical agents, agents anti-inflammatory, tanning agents.
• active agents can, for example, be used in a content ranging from 0.001% to 20% by weight, relative to the total weight of the composition.
• composition according to the invention can, moreover, comprise depending on the type of application envisaged, the constituents conventionally used in the fields considered, which are present in an amount appropriate to the desired dosage form.
• the composition may contain, in addition, any additive usually used in such compositions as thickeners, perfumes, preservatives, surfactants, plasticizers, film-forming polymers, different from poly (hydroxystyrene) defined above, lipophilic or hydrophilic, solubilized or dispersed in the composition, in particular dispersed in an aqueous medium or a oily medium as described in documents EP-A-749747 and EP-A-749746.
• any additive usually used in such compositions as thickeners, perfumes, preservatives, surfactants, plasticizers, film-forming polymers, different from poly (hydroxystyrene) defined above, lipophilic or hydrophilic, solubilized or dispersed in the composition, in particular dispersed in an aqueous medium or a oily medium as described in documents EP-A-749747 and EP-A-749746.
• the composition may also comprise a thickening agent for the fatty phase.
• the thickening agent can be chosen from organomodified clays which are clays treated with compounds chosen in particular from quaternary amines, tertiary amines.
• organomodified clays mention may be made of organomodified bentonites such as those sold under the name "Bentone 34" by the company RHEOX, organomodified hectorites such as those sold under the name "Bentone 27", “Bentone 38" by the company RHEOX. It is also possible to use treated silicas, liposoluble alkylated guar gums.
• the composition can advantageously be anhydrous, and may contain less than 10% water relative to the total weight of composition. It can then be in the form of an oily gel, a liquid oily, of paste, of product poured in stick or stick, or in cup, or still in powder form.
• the composition may further comprise at minus an aqueous phase and then be in the form of a water-in-oil emulsion, oil-in-water, wax-in-water, water-in-wax, vesicular dispersion containing ionic and / or nonionic lipids.
• the water content can range from 0 95% (in particular 0.1% to 95%) by weight relative to the total weight of the composition, and better from 10% to 95% by weight.
• compositions for topical application can in particular constitute a composition cosmetic or dermatological protection, care or treatment of the skin, in particular for the face, for the neck, for the hands or for the body (for example care cream, sun oil, body gel), a makeup composition, of sun protection composition or an artificial tanning composition.
• the makeup composition may in particular be a mascara, an eyeliner, a lip product (lipstick), eyeshadow or blush, product concealer, foundation, tattoo type body makeup product temporary or semi-permanent.
• the mascara is easily applied to the eyelashes and makes it possible to obtain make-up. with good hold, resistant to finger rubbing and sebum. In besides, the makeup does not transfer.
• a waterproof eyeliner is obtained which is easily applied to the edge of the eyelids. and leaves, after application, a homogeneous film with good hold over time, resistant to water and perspiration.
• the film is resistant to friction of the fingers, does not deteriorate during the day and does not transfer.
• a waterproof mascara was prepared having the following composition: - Beeswax 8.3 g - Carnauba wax 4.5g - Paraffin wax 2.2g - Poly (para-hydroxystyrene) connected (PHS-N from CLARIANT) 5 g - Ethanol 10 g - Stearic acid 5.82 g - Triethanolamine 2.4g - 2-amino-2-methylpropane-1,3-diol 0.5 g - Bentonite 5.3 g - propylene carbonate 1.74 g - Rice starch 0.84 g - Vinyl polyaurate (Mexomer PP from CHIMEX) 0.75 g - Vinyl acetate / allyl stearate copolymer (65/35) (Mexomer PQ from CHIMEX) 2.2g - Aqueous dispersion of vinyl polymer 2.5 g MA - Aqueous dispersion at 30% by weight of ethyl acrylate / methyl methacrylate copoly
• the mascara is easily applied to the eyelashes and makes it possible to obtain make-up. good hold and resistant to finger rubbing, sebum and the water.

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• Health & Medical Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Public Health (AREA)
• Veterinary Medicine (AREA)
• Epidemiology (AREA)
• Birds (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Chemical & Material Sciences (AREA)
• Zoology (AREA)
• Insects & Arthropods (AREA)
• Dermatology (AREA)
• Cosmetics (AREA)

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Citations (3)

• 1999
  • 1999-02-05 FR FR9901384A patent/FR2789305B1/fr not_active Expired - Fee Related
• 2000
  • 2000-01-24 EP EP00400182A patent/EP1025831A1/de not_active Withdrawn
  • 2000-02-03 BR BR0000746-3A patent/BR0000746A/pt not_active IP Right Cessation
  • 2000-02-04 JP JP2000028352A patent/JP2000229813A/ja active Pending
  • 2000-02-04 CN CN00101871A patent/CN1270018A/zh active Pending
  • 2000-02-07 KR KR1020000005635A patent/KR20000057944A/ko not_active Application Discontinuation

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